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“From Petty Power Trips to Career-Killing Moves: 12 Bad Boss Stories You Won’t Believe Are Real”

  • Marie T.
  • Aug 13
  • 4 min read

1. The Lunch Break Stopwatch

My boss times our lunch breaks like he’s running a race. Not just keeping an eye on the clock - I mean, actually tracking down to the minute when we leave and when we come back. One day, I went to grab lunch from the café down the street. The line was longer than usual and I got back 12 minutes late.The next morning, there was an email in my inbox with the subject line “UNACCEPTABLE” and a screenshot from the security camera showing me walking in. He’d cc’d the entire team. I’ve never been so embarrassed over something so small. After that, no one in the office left for lunch again - we all just eat at our desks like we’re afraid to move.



2. Vacation Pulled at the Last Minute

I’d booked a week off months in advance, had it approved in writing, and even reminded my boss a few weeks before. The day before I was supposed to leave, he calls me into his office and says, “We’re too busy right now, so I’m canceling your vacation.”

I told him everything was paid for and non-refundable. He just leaned back in his chair and said, “You can go, but don’t expect your job when you get back.” I went anyway. When I came back the following Monday, my keycard didn’t work, and my desk had been cleared out. HR told me my position had been “reassigned.”



3. The Birthday Cake Theft

A coworker’s birthday was coming up, so we all chipped in for a cake. We set it in the break room, planning to surprise her later. The boss walks in, asks what it’s for, and when we tell him, he says, “Oh, perfect,” picks it up, and takes it into his office.

That afternoon, he sent an all-staff email thanking himself for “making the client feel special today.” The client got our cake, the birthday girl got nothing, and we got told to “be more flexible.”



4. Sick Leave Stalker

I came down with the flu - fever, body aches, the works. I followed every rule: called in, filled out the form, got a doctor’s note. My boss still called me three times a day to “check in.” Every call ended with, “So when do you think you’ll be back?”

On day four, still contagious, he said, “If you can stand, you can work.” So I dragged myself in with a mask on, coughing the whole time. By the end of the week, half the team was out sick. He called it “bad timing.”



5. The Pen Hoarder

My boss has this weird obsession with the company-branded pens. He keeps them in his desk and guards them like treasure. One day, I couldn’t find mine before a meeting, so I grabbed one from his desk. Halfway through the meeting, he stops mid-sentence, points at my hand, and says, “That’s my pen.” Made me stand up, walk over, hand it back, and find another one before we could continue. I was mortified - all over a pen.



6. Public Shaming Board

If you made a mistake in this office, it wasn’t just between you and the boss. He’d print out whatever it was - an email, a report, anything - highlight the error in neon yellow, and pin it to a corkboard in the break room under a big sign that said “LEARNING OPPORTUNITIES.”

My name was up there three times in my first month. People started checking their work ten times over - not because they cared about quality, but because they didn’t want their mistakes pinned up like a scarlet letter.



7. Fired Over a Parking Spot

A coworker parked in the closest spot to the building one morning. No sign, no name, no reserved marking. Apparently, it was “the boss’s spot.” He saw her car, stormed inside, and in front of everyone said, “Pack your things, you’re done here.”

She laughed, thinking it was a joke. It wasn’t. Security escorted her out before lunch.



8. ER File Request

I had a severe allergic reaction at work — lips swelling, throat tightening — and a coworker drove me straight to the ER. While I’m sitting in the waiting room trying to breathe, my phone buzzes. It’s my boss asking where a certain file is. I texted back, “In the hospital.” She replied, “Can you send it before you get admitted?”



9. Free Labor Fridays

Our hours are 9-5, but my boss loves to hand me giant projects at 4:50 on Fridays. Last time, I told her I’d start Monday. She said, “Must be nice to value your personal time over the company.”

Without thinking, I said, “Must be nice to expect free labor.” She didn’t speak to me for a week. But since then, my Friday afternoons have been surprisingly quiet.



10. Instagram Drama

My boss sent me a follow request on Instagram. I didn’t accept. The next day, she asked why. I told her I like to keep work and personal life separate. She said, “If you’re ashamed of me seeing it, maybe you shouldn’t post it.” Since then, she’s been finding problems with my work almost daily, like she’s looking for excuses.


11. Mandatory Fun

We were told to attend a “team-building” night at a bar from 8 pm to midnight. It was on a Thursday, unpaid, and “mandatory.” I said I couldn’t go because of childcare. My boss said, “I guess you don’t care about the team.” Since then, I’ve been left out of projects and meetings, and people fill me in after the fact like I’m an outsider in my own job.

 
 
 

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